EP0566537B1 - Verfahren zum Bedrucken von synthetischem Fasermaterial im Transferdruck - Google Patents

Verfahren zum Bedrucken von synthetischem Fasermaterial im Transferdruck Download PDF

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Publication number
EP0566537B1
EP0566537B1 EP93810251A EP93810251A EP0566537B1 EP 0566537 B1 EP0566537 B1 EP 0566537B1 EP 93810251 A EP93810251 A EP 93810251A EP 93810251 A EP93810251 A EP 93810251A EP 0566537 B1 EP0566537 B1 EP 0566537B1
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EP
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Prior art keywords
component
weight
process according
acid
percent
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Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
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EP93810251A
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German (de)
English (en)
French (fr)
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EP0566537A1 (de
Inventor
Paul Schafflützel
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Novartis AG
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Ciba Geigy AG
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Publication of EP0566537A1 publication Critical patent/EP0566537A1/de
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Publication of EP0566537B1 publication Critical patent/EP0566537B1/de
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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
    • D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • D06P1/525—Polymers of unsaturated carboxylic acids or functional derivatives thereof
    • D06P1/5257—(Meth)acrylic acid
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/907—Nonionic emulsifiers for dyeing
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/908—Anionic emulsifiers for dyeing
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/92—Synthetic fiber dyeing
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/92—Synthetic fiber dyeing
    • Y10S8/922—Polyester fiber

Definitions

  • the present invention relates to a method for printing synthetic fiber material in transfer printing and the printing paste used for this printing.
  • the transfer printing process has basically been around for a long time, e.g. from DE-A-2,434,753.
  • sublimable disperse dyes are printed on carrier paper, so-called intermediate carriers, and transferred from there to the textile material by heat and pressure using transfer printing machines.
  • the printing pastes applied to the intermediate carriers are subject to high demands with regard to their viscosity behavior, fastness to rubbing and adhesive strength, etc.
  • printing pastes containing at least one thickener and one binder are used for transfer printing.
  • Known combinations represent e.g. Sodium alginate as a thickener and polyvinyl alcohol as a binder.
  • a printing paste which contains these components has insufficient storage stability and homogeneity, which has a negative effect on the loss of pressure.
  • Synthetic thickeners are an alternative to natural alginates. However, these have proven to be sensitive to electrolytes and are therefore only of limited suitability for printing with anionic and ionically formulated dyes.
  • the present invention is therefore based on the object of providing a printing paste which is free from alginate compounds and at the same time insensitive to electrolytes, homogeneous and stable in storage. Surprisingly, it has now been found that the use of certain water-soluble polymers in printing pastes meets these conditions.
  • a further advantage of the method according to the invention is the fact that component (a) acts simultaneously as a thickener and binder. As a result, the use of a further component acting as a binder becomes obsolete, which considerably simplifies the production and handling of the stock thickening or printing paste.
  • water-soluble polymers (a) there are e.g. Homo-co- or graft polymers which contain ⁇ 20 mol% units of a sulfo-containing monomer.
  • the polymeric compounds (a) are preferably homopolymers of monomers containing sulfo groups or copolymers which contain more than 50 mol%, in particular more than 75 mol%, of monomer units containing sulfo groups.
  • Homopolymers and copolymers which are 50 50 mol%, in particular ⁇ are particularly preferred Contain 75 mol% of 2-acrylamido-2-methylpropanesulfonic acid units.
  • the polymers (a) can each be present as free acid or as ammonium, alkali metal (Na, K, Li) or alkaline earth metal salt (e.g. Ca); mixtures of different cations are also possible.
  • alkali metal Na, K, Li
  • alkaline earth metal salt e.g. Ca
  • the polymer (a) is a copolymer
  • the following are used as sulfo-free comonomers, e.g. monomers containing carboxyl groups, monomers containing phosphoric acid groups or other comonomers.
  • Suitable comonomers with a carboxyl function are, for example (Meth) acrylic acid, maleic acid, fumaric acid, itaconic acid, mesaconic acid, citraconic acid, vinyl acetic acid, vinyl oxyacetic acid, vinyl propionic acid, crotonic acid, aconitic acid, allylacetic acid, allyloxyacetic acid, ⁇ , ⁇ -dimethylacrylic acid, allylmalonic acid, allyloxymalonic acid 2, hydroxylmalonic acid 2-hydroxymalonic acid, methylene malonic acid, methylene malonic acid, methylene acid -Halogeno (meth) acrylic acid, ⁇ -ethyl acrylic acid, acrylamidoglycolic acid, glutaconic acid, ⁇ -carboxyethyl acrylate, allyloxy-3-hydroxybutanoic acid and allylsuccinic acid.
  • Suitable comonomers with a phosphoric acid group are e.g. Vinylphosphonic acid, (meth) allylphosphonic acid and acrylamidomethylpropanephosphonic acid.
  • the following monomers are also suitable as comonomers: N-vinylpyrrolidone, N-vinylformamide, N-vinyl-N-methyl-formamide, N-vinyl acetamide, N-vinyl-N-methyl-acetamide, N-vinyl-N-ethyl-acetamide, N-vinylimidazole, N-vinyl N-methyl-imidazole, N-vinylimidazoline, N-vinyl-2-methylimidazoline, N-vinylcaprolactam, vinyl acetate, vinyl propionate, vinyl butyrate, C 1 -C 22 alkyl vinyl ketone, C 1 -C 22 alkyl vinyl ether, olefins (ethylene, propylene, Isobutene), 1,2-dimethoxyethylene, styrene derivatives, hydroxyethyl / propyl / butyl / - (meth) acrylate, (meth
  • Homopolymers of alkali metal salts of 2-acrylamido-2-methylpropanesulfonic acid as component (a) have proven to be particularly suitable.
  • the polymers or copolymers used and their preparation are known per se.
  • the water-soluble polymers used according to the invention are preferably prepared in aqueous solution.
  • Peroxidic compounds which are capable of forming free radicals are suitable as initiators, such as hydrogen peroxide, di-tertiary butyl oxide, benzoyl peroxide, lauryl peroxide or cumene hydroperoxide.
  • the polymerization can also be initiated with aliphatic azo compounds.
  • the usual redox catalyst systems such as hydrogen peroxide / iron (II) sulfate, are of course very suitable for initiating the polymerization.
  • the polymerization is usually carried out in the acid to new eel range.
  • the temperature during the polymerization is generally 20 to 100 ° C., preferably 40 to 80 ° C.
  • the polymer solutions obtained are e.g. 15 to 30% and have viscosities of e.g. 4,000 to 20,000 cP.
  • the viscosity which should preferably be above 9,000 cP, is a measure of the degree of polymerization.
  • deaerating agents can be used as component (b), provided the rheological properties of the printing paste according to the invention are not negatively influenced. Because of their good defoaming properties, low-silicone oil-free silicone oil-free deaerating agents are preferred, which generally contain 0 to about 10, in particular 2 to 8, percent by weight of a conventional silicone oil.
  • Preferred deaerators contain, for example, high-boiling hydrocarbons, hydrogenated naphthalenes, mineral oils, fatty oils or insoluble metal soaps or mixtures thereof as the active substance and, if appropriate, have the silicone oil content indicated above.
  • they can also be present as aqueous solutions which generally contain, in addition to the active substances of the type mentioned, a nonionic surfactant, for example ethylene oxide adducts from an alkylphenol.
  • a nonionic surfactant for example ethylene oxide adducts from an alkylphenol.
  • Higher alcohols with boiling points above about 100 ° C., turpentine oils, mineral oils or mixtures thereof may be mentioned as preferred ingredients or active substances of the deaerating agents.
  • Hydrocarbon mixtures which generally have a flash point above approximately 120 ° C., preferably from approximately 150 to 220 ° C. and a boiling range from approximately 250 to 500 ° C. under normal conditions are preferably used.
  • deaerating agents which contain an octanol as active substance, e.g. Contain 2-ethyl-n-hexanol or its mixture with high-boiling hydrocarbon mixtures which have the above-mentioned content of silicone oils and are optionally in the form of an aqueous preparation, these preparations in addition to the active substances ethylene oxide adducts of an alkylphenol with 6 to 12 carbon atoms in the alkyl radical as a surfactant contain.
  • an octanol as active substance
  • the anionic or nonionic dispersant corresponding to component (c) serves as a protective colloid. This has the task of suppressing the undesired orthokinetic coagulation of the dye formulations used under the influence of high shear forces. It therefore has a stabilizing effect on the dye formulations used.
  • the addition of component (c) to the printing paste is advantageous, for example, if the dispersed dye formulation is present in the printing paste in amounts which are less than 12 percent by weight of the printing paste.
  • Suitable anionic dispersants are lignin sulfonates, polyphosphates or formaldehyde condensation products made from aromatic sulfonic acids and formaldehyde.
  • Usable nonionic dispersants are adducts of 15 to 100 moles of ethylene oxide or propylene oxide with polyhydric aliphatic C 2 -C 6 alcohols such as ethylene glycol, glycerol or pentaerythritol.
  • Component (c) is preferably a polyvinyl acetate hydrolyzed to polyvinyl alcohol, which has a molecular weight of 12,000 to 30,000, preferably 15,000 to 25,000, and a degree of hydrolysis of 70 to 85 mole percent.
  • the printing paste contains a C 1 -C 3 alkanol as component (d), it is methanol, ethanol, n- or iso-propanol or a mixture of different C 1 -C 3 alkanols; preferred is the use of ethanol or mixtures of ethanol / methanol, ethanol / n-propanol or ethanol / iso-propanol. If a mixture of two alkanols is used as component (d), the mixing ratio can vary within wide limits.
  • component (a) a homo- or copolymer which has ⁇ 50 mol%, in particular ⁇ 75 mol% of 2-acrylamido-2-methylpropanesulfonic acid units, as component (b ) a deaerating agent which contains an octanol as active substance, and optionally as component (c) a polyvinyl acetate hydrolyzed to polyvinyl alcohol, which has a molecular weight of 12,000 to 30,000 and a degree of hydrolysis of 70 to 85 mole percent.
  • Printing pastes used according to the invention are always free from compounds containing alginate.
  • the customary sublimable disperse dyes which are suitable for the thermal transfer printing process and which change to the vapor state at about 160 to about 230 ° C., ie dyes whose vapor pressure at 200 ° C. is higher than about 10 -5 , can be used.
  • These dyes are water-insoluble to sparingly soluble dyes of various classes, for example nitro dyes, amino ketone dyes, ketone imine dyes, methine dyes, nitrodiphenylamine dyes, quinoline dyes, amino naphthoquinone dyes, coumarin dyes and in particular anthraquinone dyes or azo dyes or disazo dyes, such as monoazo dyes. It is also possible to use mixtures of different disperse dyes.
  • the dyes used according to the invention can be formulated both anionically and nonionically on the basis of the electrolyte resistance of component (a).
  • the amount of dye formulations present in the printing paste depends on the desired color strength and is generally 0.1 to 40 and preferably 0.1 to 30 percent by weight of the formulation, based on the weight of the printing paste.
  • the printing paste used according to the invention is produced in a simple manner by mixing components (a) and (b), (c) and / or (d) with the desired dye formulation, the amount of water required being added at the end, so that a sets viscosity suitable for gravure printing, e.g. is between 40 and 500, preferably between 100 to 300 and particularly preferably between 180 and 300 mPa ⁇ s.
  • Printing pastes for rotary screen printing advantageously have a higher viscosity, e.g. between 2000 and 5000 mPa ⁇ s.
  • the printing paste is applied over the entire surface, preferably in the form of a pattern, to the intermediate carrier, printing presses of conventional design, for example rotary screen printing, Flexographic and especially gravure printing machines can be used appropriately.
  • the intermediate carrier used in the transfer printing process is expediently a flexible, preferably spatially stable tape, a strip or a film with a smooth surface.
  • the intermediate carrier should be heat stable and inert, i.e. have no affinity for the various components of the printing paste. It can consist of different materials, e.g. made of metal, such as an aluminum or steel foil, made of plastic, paper or a textile fabric, which can optionally be coated with a film made of vinyl resin, ethyl cellulose or polyurethane resin. For cost reasons, primarily paper webs are used.
  • the printed intermediate carrier is dried at about 80 to 140 ° C., in particular 100 to 120 ° C., for about 5 to 20 seconds.
  • the actual transfer printing is carried out discontinuously on a press or on a conventional thermal printing system continuously at 120 to 230 ° C., in particular 190 to 220 ° C., during a contact time of about 5 to 90, in particular 20 to 60 seconds, using pressure, the dye transferred from the intermediate carrier to the fiber material.
  • the printed fiber material is separated from the intermediate carrier.
  • no after-treatment is required, i.e. generally neither steaming to fix the dye, nor washing to improve fastness properties.
  • the materials to be printed are, for example, coated materials, synthetic or semisynthetic foils, for example foils made of polyester, or in particular textile materials, preferably sheetlike structures such as nonwovens, felts, especially carpets, knitted fabrics and in particular fabrics.
  • textile materials made of semi-synthetic and in particular fully synthetic fibers or their mixtures come into consideration.
  • the semi-synthetic fibers are mainly regenerated cellulose fibers, for example triacetate, and the fully synthetic fibers are mainly polyacrylonitrile, polyamide and especially polyester fibers. Blended fabrics made of triacetate and polyamide or polyester / cotton or polyester / wool are also suitable for the process according to the invention.
  • the present process gives strong, pattern-like prints on a white background with good levelness, good fastness properties and with sharp contours.
  • the printing pastes used according to the invention are notable for good homogeneity, excellent storage stability and simple handling.
  • the printing paste has a pH of 7.5.
  • the viscosity is 215 mPa ⁇ s, measured on the Brookfield RVT viscometer, spindle 2 (20 rpm) at 25 ° C.
  • the printed intermediate carrier is dried at 100 ° C for 8 seconds. It is storable and rub-fast. Now, in the transfer printing process, the printed side of the intermediate carrier is brought into contact with a synthetic fiber material, for example a polyester fabric with a basis weight of 100 g / m 2 , then the intermediate carrier and the fiber material are pressed together in an ironing press for 30 seconds at 210 ° C, the Dye transferred from the intermediate carrier to the fabric.
  • a synthetic fiber material for example a polyester fabric with a basis weight of 100 g / m 2
  • a strong, red, pattern-like print on a white background with good levelness, good fastness properties and with sharp contours is obtained on the polyester fabric.
  • Examples 2-10 The procedure is as described in Example 1, with the difference that instead of the formulation of the dye of the formula (I), the equivalent amount of a formulation of a dye mentioned in the following table is used:
  • Example 11 The procedure is as described in Example 1, but instead of the printing paste used there, a printing paste of the following composition is used: 150 g / kg Disperse dye formulation according to Example 1; 70 g / kg the homopolymer of 2-acrylamido-2-methylpropanesulfonic acid as a 25% aqueous solution; 80 g / kg polyvinyl acetate partially hydrolyzed to polyvinyl alcohol (molecular weight 12000-30000, degree of hydrolysis 70-85%) as a 30% aqueous solution; 6 g / kg a deaerating agent based on 2-ethyl-n-hexanol; 694 g / kg demineralised water.
  • 150 g / kg Disperse dye formulation according to Example 1 70 g / kg the homopolymer of 2-acrylamido-2-methylpropanesulfonic acid as a 25% aqueous solution
  • the printing paste has a pH of 7.8.
  • the viscosity is 130 mPa ⁇ s, measured on the Brookfield RVT viscometer, spindle 2 (20 rpm) at 25 ° C.
  • EXAMPLE 12 The procedure is as described in Example 11 and a printing paste is used which contains 10 g / kg instead of 6 g / kg of deaerating agent based on 2-ethyl-n-hexanol and 690 g / kg instead of 694 g / kg of demineralized water has, a printing paste is obtained which has similarly good properties.
  • the printing paste has a pH of 7.9.
  • the viscosity is 130 mPa ⁇ s, measured on the Brookfield RVT viscometer, spindle 2 (20 rpm) at 25 ° C.
  • Example 14 The procedure described in Example 13 and a printing paste which additionally has 5 g / kg of a deaerating agent based on 2-ethyl-n-hexanol and 295 g / kg instead of 300 g / kg of demineralized water are obtained a printing paste that has similarly good properties.
  • Example 15 The procedure is as described in Example 1, but instead of the printing paste used there, a printing paste of the following composition is used: 150 g / kg Disperse dye formulation according to Example 1; 150 g / kg the homopolymer of 2-acrylamido-2-methylpropanesulfonic acid as a 25% aqueous solution; 5 g / kg a deaerating agent based on 2-ethyl-n-hexanol; 400 g / kg 94% ethanol 295 g / kg demineralised water.
  • a printing paste of the following composition is used: 150 g / kg Disperse dye formulation according to Example 1; 150 g / kg the homopolymer of 2-acrylamido-2-methylpropanesulfonic acid as a 25% aqueous solution; 5 g / kg a deaerating agent based on 2-ethyl-n-hexanol; 400 g / kg 94% ethanol 295 g / kg demineralised water
  • the viscosity is 220 mPa ⁇ s, measured on the Brookfield RVT viscometer, spindle 2 (20 rpm) at 25 ° C.
  • EXAMPLE 16 The procedure is as described in Example 15 and a printing paste is used which contains 10 g / kg of polyvinyl acetate partially hydrolyzed to polyvinyl alcohol (molecular weight 12000-30000, degree of hydrolysis 70-85%) as a 30% strength aqueous solution and 290 g / kg of demineralized water instead of 5 g / kg of deaerating agent based on 2-ethyl-n-hexanol and 295 g / kg of demineralized water, a printing paste is obtained which has similarly good properties.
  • a printing paste which contains 10 g / kg of polyvinyl acetate partially hydrolyzed to polyvinyl alcohol (molecular weight 12000-30000, degree of hydrolysis 70-85%) as a 30% strength aqueous solution and 290 g / kg of demineralized water instead of 5 g / kg of deaerating agent based on 2-ethyl-n-hexanol and 295
  • EXAMPLE 17 If the procedure described in Example 15 is followed and a mixture of 200 g / kg ethanol and 200 g / kg isopropanol or n-propanol is used instead of 400 g / kg ethanol, printing pastes with similarly good properties are obtained.
  • EXAMPLE 18 The procedure is as described in Example 1 and a printing paste of the following composition is used instead of the printing paste used there: 150 g / kg Disperse dye formulation according to Example 1; 150 g / kg the homopolymer of 2-acrylamido-2-methylpropanesulfonic acid as a 25% aqueous solution; 5 g / kg a deaerating agent based on 2-ethyl-n-hexanol; 695 g / kg demineralised water.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
EP93810251A 1992-04-15 1993-04-05 Verfahren zum Bedrucken von synthetischem Fasermaterial im Transferdruck Expired - Lifetime EP0566537B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH1246/92 1992-04-15
CH124692 1992-04-15

Publications (2)

Publication Number Publication Date
EP0566537A1 EP0566537A1 (de) 1993-10-20
EP0566537B1 true EP0566537B1 (de) 1996-09-18

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EP93810251A Expired - Lifetime EP0566537B1 (de) 1992-04-15 1993-04-05 Verfahren zum Bedrucken von synthetischem Fasermaterial im Transferdruck

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US (1) US5376148A (cs)
EP (1) EP0566537B1 (cs)
CZ (1) CZ63193A3 (cs)
DE (1) DE59303808D1 (cs)
DK (1) DK0566537T3 (cs)
SK (1) SK33893A3 (cs)
ZA (1) ZA932612B (cs)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2504387A1 (en) * 2002-10-30 2004-05-13 The Lubrizol Corporation Fiber dispersant-containing systems
JP5558357B2 (ja) * 2008-09-12 2014-07-23 株式会社日本触媒 スルホン酸基含有エーテル化合物の製造方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1595680A1 (de) * 1966-09-16 1970-04-23 Bayer Ag Sulfonsaeuregruppen enthaltende Polymerisate
DE2434753A1 (de) * 1974-07-19 1976-02-05 Henkel & Cie Gmbh Verfahren zum bedrucken von textilien aus synthetischen fasermaterialien
EP0100808A3 (de) * 1982-08-06 1985-12-04 Ciba-Geigy Ag Verdickungsmittel und ihre Verwendung in Druckpasten zum Bedrucken von Zwischenträgern für den Transferdruck
US4554018A (en) * 1984-02-01 1985-11-19 Allied Colloids Limited Production of polymeric thickeners and their use in printing
GB8502331D0 (en) * 1985-01-30 1985-02-27 Allied Colloids Ltd Polymeric compositions

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Publication number Publication date
SK33893A3 (en) 1993-11-10
CZ63193A3 (en) 1993-12-15
DK0566537T3 (da) 1996-10-07
EP0566537A1 (de) 1993-10-20
DE59303808D1 (de) 1996-10-24
ZA932612B (en) 1993-10-26
US5376148A (en) 1994-12-27

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